6-(4-methylfurazanyl-3)-4-acetylpyrazolo[3,4-c]furazan | 314728-61-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-(4-methylfurazanyl-3)-4-acetylpyrazolo[3,4-c]furazan
• 英文别名: 4-Acetyl-6-(4-methyl-1,2,5-oxadiazol-3-yl)pyrzolo[3,4-c][1,2,5]oxadiazole；Ethanone, 1-[6-(4-methyl-1,2,5-oxadiazol-3-yl)-4H-pyrazolo[3,4-c]-1,2,5-oxadiazol-4-yl]-；1-[6-(4-methyl-1,2,5-oxadiazol-3-yl)pyrazolo[3,4-c][1,2,5]oxadiazol-4-yl]ethanone
• CAS: 314728-61-5
• 化学式: C₈H₆N₆O₃
• 分子量: 234.174
• InChiKey: UBKWSMAGEZYGEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  113
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  6-(4-methylfurazanyl-3)-4-acetylpyrazolo[3,4-c]furazan 在 sodium hydroxide 、 硫酸 、 硝酸 作用下， 反应 0.33h， 生成 6-(4-methylfurazanyl-3)-4-nitropyrazolo[3,4-c]furazan
  参考文献：
  名称：

  Ring-opening and recyclization of 3,4-diacylfuroxans by nitrogen nucleophiles

  摘要：

  Interaction of 3,4-diacylfuroxans with hydroxylamine hydrochloride results in the formation of substituted 4,5-bis (hydroximino)-4,5-dihydroisoxazoles, whereas the reaction of 3,4-bis(4-methylfurazanoyl-3)furoxan with hydrazine hydrate in acetic acid affords 3-[4,5-bis(hydroximino)-4,5-dihydro-]H-pyrazol-3-yl]-4-methylfurazan. N-Acyl-, N-nitro-, N-alkyl- and N-adamantyl derivatives of the latter compound have been synthesized. X-Ray structure determinations together with density functional theoretical calculations are reported. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01633-2
• 作为产物：
  描述：

  乙酸酐 、 3-[4,5-bis(hydroximino)-4,5-dihydro-1H-pyrazol-3-yl]-4-methylfurazan 在 sodium acetate 作用下， 反应 0.25h， 以70%的产率得到6-(4-methylfurazanyl-3)-4-acetylpyrazolo[3,4-c]furazan
  参考文献：
  名称：

  Ring-opening and recyclization of 3,4-diacylfuroxans by nitrogen nucleophiles

  摘要：

  Interaction of 3,4-diacylfuroxans with hydroxylamine hydrochloride results in the formation of substituted 4,5-bis (hydroximino)-4,5-dihydroisoxazoles, whereas the reaction of 3,4-bis(4-methylfurazanoyl-3)furoxan with hydrazine hydrate in acetic acid affords 3-[4,5-bis(hydroximino)-4,5-dihydro-]H-pyrazol-3-yl]-4-methylfurazan. N-Acyl-, N-nitro-, N-alkyl- and N-adamantyl derivatives of the latter compound have been synthesized. X-Ray structure determinations together with density functional theoretical calculations are reported. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01633-2

文献信息

• Tselinskii; Mel'nikova; Pirogov, Russian Journal of Organic Chemistry, 2000, vol. 36, # 5, p. 758 - 759
  作者：Tselinskii、Mel'nikova、Pirogov、Shaposhnikov

  DOI：——

  日期：——
• Ring-opening and recyclization of 3,4-diacylfuroxans by nitrogen nucleophiles
  作者：S.D Shaposhnikov、S.V Pirogov、S.F Mel'nikova、I.V Tselinsky、C Näther、T Graening、T Traulsen、W Friedrichsen

  DOI：10.1016/s0040-4020(02)01633-2

  日期：2003.2

  Interaction of 3,4-diacylfuroxans with hydroxylamine hydrochloride results in the formation of substituted 4,5-bis (hydroximino)-4,5-dihydroisoxazoles, whereas the reaction of 3,4-bis(4-methylfurazanoyl-3)furoxan with hydrazine hydrate in acetic acid affords 3-[4,5-bis(hydroximino)-4,5-dihydro-]H-pyrazol-3-yl]-4-methylfurazan. N-Acyl-, N-nitro-, N-alkyl- and N-adamantyl derivatives of the latter compound have been synthesized. X-Ray structure determinations together with density functional theoretical calculations are reported. (C) 2003 Elsevier Science Ltd. All rights reserved.